Cerium(IV) ammonium nitrate-catalyzed synthesis of β-keto enol ethers from cyclic β-diketones and their deprotection

被引：32
|
作者：
Banerjee, B [1 ]
Mandal, SK [1 ]
Roy, SC [1 ]
机构：
[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India
来源：
CHEMISTRY LETTERS | 2006年 / 35卷 / 01期
关键词：
D O I：
10.1246/cl.2006.16
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A mild and efficient method for etherification of cyclic beta-diketones with alcohols has been developed Using a catalytic amount of cerium(IV) ammonium nitrate at room temperature to afford the corresponding beta-keto enol ethers in good to excellent yields. The deprotections of enol ethers in water-acetonitrile (1:1) using a catalytic amount (10 mol %) of cerium(IV) ammonium nitrate have also been achieved.
引用
收藏
页码：16 / 17
页数：2
相关论文
共 50 条
  • [41] Indium-Catalyzed Synthesis of Keto Esters from Cyclic 1,3-Diketones and Alcohols and Application to the Synthesis of Seratrodast
    Kuninobu, Yoichiro
    Kawata, Atsushi
    Noborio, Taihei
    Yamamoto, Syun-ichi
    Matsuki, Takashi
    Takata, Kazumi
    Takai, Kazuhiko
    CHEMISTRY-AN ASIAN JOURNAL, 2010, 5 (04) : 941 - 945
  • [42] SPIROANNELATION OF ENOL ETHERS OF CYCLIC 1,3-DIKETONES - SIMPLE STEREOSPECIFIC SYNTHESIS OF BETA-VETIVONE
    STORK, G
    DANHEISE.RL
    GANEM, B
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (10) : 3414 - 3415
  • [43] Synthesis of cyclic enol ethers from alkenyl-β-dicarbonyl compounds
    Ferraz, HMC
    Sano, MK
    Nunes, MRS
    Bianco, GG
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (12): : 4122 - 4126
  • [44] An efficient multicomponent, one-pot synthesis of Betti bases catalyzed by cerium (IV) ammonium nitrate (CAN) at ambient temperature
    Mekheimer, Ramadan Ahmed
    Asiri, Abdullah Mohamed
    Hameed, Afaf Mohamed Abdel
    Awed, Reham R.
    Sadek, Kamal Usef
    GREEN PROCESSING AND SYNTHESIS, 2016, 5 (04) : 365 - 369
  • [45] SYNTHESIS OF NITROHYDROXYXANTHONES AND OXIDATIVE COUPLING OF PHENOLS USING CERIUM(IV) AMMONIUM-NITRATE
    CHAUDHURI, K
    CHAWLA, HM
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1985, 24 (12): : 1277 - 1279
  • [46] Synthesis of CL-20: By oxidative debenzylation with cerium (IV) ammonium nitrate (CAN)
    Gore, G. M.
    Sivabalan, R.
    Nair, U. R.
    Saikia, A.
    Venugopalan, S.
    Gandhe, B. R.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2007, 46 (03): : 505 - 508
  • [47] Green synthesis of tetraalkylammonium tribromide using Cerium(IV) ammonium nitrate (CAN) as oxidant
    Borah, Ruli
    Thakur, Ashim Jyoti
    SYNTHETIC COMMUNICATIONS, 2007, 37 (4-6) : 933 - 939
  • [48] SYNTHETIC METHODS AND REACTIONS .95. CERIC AMMONIUM NITRATE-CATALYZED OXIDATIVE CLEAVAGE OF ALKYL AND SILYL ETHERS WITH SODIUM-BROMATE
    OLAH, GA
    GUPTA, BGB
    FUNG, AP
    SYNTHESIS-STUTTGART, 1980, (11): : 897 - 898
  • [49] The cyanide catalyzed isomerization of enol esters derived from cyclic 1,3-diketones.
    Montes, IF
    Burger, U
    TETRAHEDRON LETTERS, 1996, 37 (07) : 1007 - 1010
  • [50] A CONVENIENT THREE-COMPONENT SYNTHESIS OF CARBAMATOALKYL NAPHTHOLS CATALYZED BY CERIUM AMMONIUM NITRATE
    Wang, Min
    Liu, Yang
    Song, Zhiguo
    Zhao, Shuang
    BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2013, 27 (03) : 421 - 426
12345